Cuck And Stockings And Heels Stories

359,800 results
Orientation
Length
Source
Infinite Scroll

My Own Heaven Ch. 24

by DaniSub215 on Sep 12, 2017
Exhibitionist & Voyeur

This story is based on people, places and events, mostly from my life. Most of the things in this story, or something very similar, have happened -- or been done -- to me. It's not necessary, but I strongly suggest that you read the previous chapters before you read this one. I love feedback, comments, and criticism; it helps me to improve my writing, and e...

Trapped and Trained Ch. 08

by SissyIndy on Sep 25, 2017
Transsexuals & Crossdressers

With everyone now downstairs in the basement/dungeon and waiting, it was just my Master and I alone in the living room. He uncuffed my arms and legs, but made sure to leave the plug and gag in place. I was so sore that I stayed bent over in that position until he attached a leash to my collar. With a quick tug and a zap, we were heading upstairs to the maste...

Saving Kat's Life Pt. 03

by Telleophone on May 13, 2020
Mature

My apologies for taking so long for this third installment. I'm deemed an "essential worker", so my time has been limited in getting in front of my laptop. I hope you all are doing well and being safe. We will get through this. God Bless you all. This is my first attempt at writing a story for this site. It's seventy percent factual with about thirty percen...

Stella Steps Out

by Da_Vida on Sep 16, 2017
Transsexuals & Crossdressers

Friday had finally arrived and Stan experienced every minute that ticked off the clock on his desk as he waited impatiently for the workday to come to an end. Getting any actual work done had been impossible as he anticipated the final step in his long road toward liberation. His thoughts about the coming evening were intermingled with recollections about ho...

Darlene Lost The Bet

by Diabloirishman on Sep 17, 2017
Loving Wives

My wife of thirty plus years and I started playing some card games that led to more tantalizing games to a game of poker that has continued for years with some amazing stakes. Some years back it all started out tame enough but over the years our stakes have become real kinky. We both really love the excitement and this has added a new dimension to our lives...

The Bad Boy

by adamgunn on Sep 13, 2017
Erotic Couplings

Reggie was a bad boy. I knew it when he sent me that sex on the beach in the bar, I knew it when he groped me for the first time in the hallway by the men's room, I knew it when I left with him. My girlfriends were astounded, they never thought I'd do anything like that. I was a year out of my marriage, hadn't dated in all that time, refused any and all line...

The Birthday Gift

by Bacomicfan on Sep 18, 2017
Fetish

Kurt was not the most handsome man on the planet. But he was a kindhearted soul who was always willing to help out his fellow human being, male or female, and always felt for the underdog. For the former reason, people liked him and enjoyed his company. For the latter reason, Kurt felt sympathy for the girls in the secretarial pool, and would always go out o...

Angel Flying: Kelley's Story

by Janet2 on Sep 15, 2017
Loving Wives

My first Angel story was written with William narrating. I've had suggestions that folks would like Kelley's viewpoint. Some have implied that since I am a woman, I could write a better story from the woman's perspective. We'll see. I've decided to do part two with her narrating. Hope you enjoy this take. If you have read my husband's story then you know th...

Pushing Her Limits

by FirstRain on Sep 13, 2017
BDSM

Cory breathed a sigh of relief as she opened the front door and stepped inside. It had been a hell of a day. Non-stop meetings, her project was behind schedule, and her boss was as big an ass as he had ever been. But she could feel the day's hold over her slowly beginning to release. She walked into the bedroom and tossed her suit jacket onto the bed. Her fi...

High Rise Exhibitionist Ch. 12

by R_U_Romantic on Sep 13, 2017
Erotic Couplings

As I drove keeping my attention to traffic Francine seemed to fidget in her seat quite often. "You okay?" I finally asked. She giggled and replied. "Those two martinis must have gone straight to my bladder. I really gotta go pee." "Want me to stop babe." I asked. "No I'll just have to use your potty as soon as we get there." Francine replied. "Be t...